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  2. Vinyl cation - Wikipedia

    en.wikipedia.org/wiki/Vinyl_cation

    However, one way inductive effects of functional groups can be investigated is by probing b-substituent effects where the heteroatom would be a methylene group away from the vinyl cation (-CH 2 Y). In –CH 2 Y groups that exhibit a very small or no p donation, there is only a very small difference in the hyperconjugative effect in the –CH 2 ...

  3. Inductive effect - Wikipedia

    en.wikipedia.org/wiki/Inductive_effect

    The effect of the sigma electron displacement towards the more electronegative atom by which one end becomes positively charged and the other end negatively charged is known as the inductive effect. The - I effect is a permanent effect & generally represented by an arrow on the bond.

  4. Seyferth–Gilbert homologation - Wikipedia

    en.wikipedia.org/wiki/Seyferth–Gilbert...

    Elimination of dimethylphosphate E gives the vinyl diazo-intermediate Fa and Fb. The generation of nitrogen gas gives a vinyl carbene G , which via a 1,2-migration forms the desired alkyne H . The mechanism of the Seyferth–Gilbert homologation

  5. Electrophilic aromatic directing groups - Wikipedia

    en.wikipedia.org/wiki/Electrophilic_aromatic...

    In general, the resonance effect of elements in the third period and beyond is relatively weak. This is mainly because of the relatively poor orbital overlap of the substituent's 3p (or higher) orbital with the 2p orbital of the carbon. Due to a stronger resonance effect and inductive effect than the heavier halogens, fluorine is anomalous.

  6. Electron-withdrawing group - Wikipedia

    en.wikipedia.org/wiki/Electron-withdrawing_group

    Electron-withdrawing groups exert an "inductive" or "electron-pulling" effect on covalent bonds. The strength of the electron-withdrawing group is inversely proportional to the pKa of the carboxylic acid. [2] The inductive effect is cumulative: trichloroacetic acid is 1000x stronger than chloroacetic acid.

  7. Vinyl group - Wikipedia

    en.wikipedia.org/wiki/Vinyl_group

    In organic chemistry, a vinyl group (abbr. Vi; [1] IUPAC name: ethenyl group [2]) is a functional group with the formula −CH=CH 2. It is the ethylene (IUPAC name: ethene) molecule ( H 2 C=CH 2 ) with one fewer hydrogen atom.

  8. Conjugated system - Wikipedia

    en.wikipedia.org/wiki/Conjugated_system

    Comparison of hydride ion affinities of propyl cation and allyl cation, corrected for inductive effects, results in a considerably lower estimate of the resonance energy at 20–22 kcal/mol. [10] Nevertheless, it is clear that conjugation stabilizes allyl cation to a much greater extent than buta-1,3-diene. In contrast to the usually minor ...

  9. Phenyl group - Wikipedia

    en.wikipedia.org/wiki/Phenyl_group

    In terms of its electronic properties, the phenyl group is related to a vinyl group. It is generally considered an inductively withdrawing group (-I), because of the higher electronegativity of sp 2 carbon atoms, and a resonance donating group (+M), due to the ability of its π system to donate electron density when conjugation is possible. [5]